Metal-Free Visible-Light-Promoted Trifluoromethylation of Vinylcyclopropanes Using Pyrylium Salt as a Photoredox Catalyst

被引：39

作者：

Chandu, Palasetty ^{[1
]}

Ghosh, Krishna Gopal ^{[1
]}

Sureshkumar, Devarajulu ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, W Bengal, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 13期

关键词：

C-H TRIFLUOROMETHYLATION; IRIDIUM COMPLEXES; RADICAL TRIFLUOROMETHYLATION; ELECTRON-TRANSFER; SINGLE-LAYER; FLUORINE; CYCLIZATION; ARENES; PHOTOCHEMISTRY; PHOTOPHYSICS;

D O I：

10.1021/acs.joc.9b01033

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Visible-light-induced metal-free trifluoromethylation of activated, carbocyclic, and unactivated vinylcyclopropanes via a ring-opening reaction using the Langlois reagent (CF3SO2Na) is reported to synthesize allylic trifluoromethylated derivatives. Allylic trifluoromethylation was achieved by a photo-oxidative single electron transfer (SET) process at an ambient temperature and under metal free conditions and visible-light irradiation using pyrylium salt as a photoredox catalyst. The reported methodology has an operational simplicity, broad substrate scope, high functional group tolerance, and scalability.

引用

页码：8771 / 8781

页数：11

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